Director of Engineering

Summary

Join CareMessage, a technology non-profit, as the Director of Engineering. Lead and oversee the day-to-day operations of the Engineering team, reporting to the CTO. Collaborate closely with Product and Design teams to optimize technical and product tradeoffs. The ideal candidate has at least 6 years of Engineering Management experience, including 3 years managing managers of 15+ people. This role requires strong technical acumen, collaborative skills, and a commitment to fostering a high-performance engineering culture. CareMessage offers a competitive salary and benefits package, including flexible work hours, paid parental leave, generous health insurance, and professional development opportunities.

Requirements

• Proven Track Record: At least 6 years of experience in Engineering Management, with at least 3 of those as a Manager of Managers leading organizations of 15+ people
• Strategic Leadership: Demonstrated ability to lead and drive the delivery of long-term product initiatives
• Demonstration of Impactful Tradeoffs: Demonstrated ability to manage difficult tradeoffs between engineering, product, and business needs leading to impactful outcomes
• Driving Innovation: Demonstrated capability to drive innovation within Product, Design and Engineering leading to impactful outcomes (adoption, monetization, etc)
• Technical Proficiency: Strong technical acumen coupled with a deep understanding of product development
• Collaborative Expertise: Exceptional collaboration and influencing skills, with a talent for working effectively with Product, Design, and Customer Success teams to craft optimal solutions while navigating multiple constraints
• Situational Awareness: The ability to discern when to dive into technical details and when to maintain a higher-level perspective when working with Engineers, Product, and Design to tackle challenges
• Cultural Advocate: A commitment to cultivating both individual growth and a high-performance engineering culture that attracts top talent
• Mentorship: Growth-oriented mindset with the capability to guide others on their development journey
• Communication Skills: Outstanding written and verbal communication skills; demonstrated ability to facilitate effective team interactions
• Autonomous Prioritization: Proficiency in identifying and managing priorities independently, ensuring efficient workflow
• Diversity and Inclusion: Dedication to promoting diversity and inclusion within teams, especially considering our global team composition and diverse perspectives
• Travel: Travel required as part of the job function ~5% of the time (2-3 weeks in the year for company, customer, and industry events)

Responsibilities

• Directly oversee and guide a team of 10 - 15 predominantly senior engineers and an Engineering Manager
• Provide consistent, constructive feedback and conduct performance reviews to foster professional growth
• Uphold a high-performance culture, including managing critical performance conversations and, when necessary, making decisions regarding team composition
• Actively participate in the recruitment, interviewing, and retention of top-tier engineering talent
• Collaborate with other people managers to nurture team engagement and enhance our company culture
• Stay abreast of emerging technologies and industry trends, positioning us at the forefront of technical innovation
• Review and collaborate with engineers on technical specifications to ensure excellence in execution
• Lead the development of Engineering Department Strategy and OKRs in alignment with Organizational Strategy and OKRs
• Assist the CTO in build-versus-buy research and decision-making processes
• Identify and spearhead solutions that enhance the efficiency and effectiveness of the entire PDT organization
• Work closely with Engineers, Product and Design teams to make sure that the best possible technical and product tradeoffs are being made, often through Product Requirements Documents (PRDs)
• Support engineers in effective project management, setting up processes and systems to ensure consistent and effective delivery (We presently follow a modified Shape Up process)
• Skillfully lead and facilitate essential team and departmental rituals, such as Kickoffs, Retrospectives, and Tech Debt Reviews
• Collaborate cross-functionally to understand (and when necessary challenge) technical estimates and prioritize backlog items, making pragmatic tradeoffs when necessary
• Develop processes, tools, and systems that enhance our team's overall effectiveness
• Contribute to the team by participating in On-Call (PagerDuty) activities as needed

Preferred Qualifications

• Healthcare Technology experience a major plus
• Experience with our Tech Stack: Ruby on Rails, TypeScript/React, Postgres, GCP
• Background in TDD engineering environments

Benefits

• Flexible work hours; fully remote team
• We believe in equal work for equal pay: all team members performing the same role at the same level are paid similarly, regardless of where they are in the world
• Paid parental leave for biological and adopted children
• Half-day Fridays, every Friday
• 18 paid company holidays, including a one week mid-year and one week end-of-year break
• 9 wellness days to be used for self-care- or anything that comes up in life
• 15 days of PTO
• 1-month (20 working days) paid sabbatical after the 4-year anniversary, and every 4 years thereafter
• Generous medical, dental, and vision insurance for employees and their families
• Health Savings Accounts and Flexible Spending Accounts
• 401k retirement plan
• Short & long-term disability insurance
• $100 per employee yearly wellness budget, with flexibility to spend on physical, emotional, and mental wellness resources
• PerkSpot: Instant access to discounts on products & services from hundreds of vendors
• Annual budget for professional and personal development (webinars, online courses, books, and more)
• Volunteerism incorporated in onboarding and encouraged on an ongoing basis